Dog Sitting Cottage Grove

Book a Cottage Grove dog sitter to watch your dog in your sitter’s home or yours.

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Over 138
pet parents in Cottage Grove have booked dog sitting

Cottage Grove, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Capitol, Madison, WI, 53703

“Helped out during a family emergency. Very responsive and followed directions perfectly. I highly recommend her for drop in care!”

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Maggie A.
Sitter Profile Image: Emma R.
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Emma R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Sun Prairie, WI, 53590

About: I have experience fostering cats and dogs of all ages the last 6 years. I have experience with special needs dogs and cats, reactive dogs, and puppy training. I work from 7:30-4 Monday-Friday I am available to stay at the house to be there in the morning for the pets. I will be there right after work. I unfortunately cannot watch pets at my place, but I can stay at your place or can just stop by to feed and let out.

Sitter Profile Image: Blanca G.
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Blanca G.
from
$12
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
1 year of experience
Tenney-Lapham, Madison, WI, 53703

“Blanca was amazing - super reliable and responsive! Our cat is usually grumpy, but Blanca is a natural and the cat LOVED her. Great updates and photos with each visit. Will definitely book again!”

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John G.
Sitter Profile Image: Caitlin D.
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Caitlin D.
from
$15
per visit
2 years of experience
Glendale, Monona, WI, 53716

About: I’ve grown up around animals my whole life and have plenty of experience dog sitting for friends and family. As a dog owner, I know how important it is to have someone you trust caring for your pet. I’m dependable, attentive, and love making sure dogs get the exercise and care they need. Available for early morning walks 7am-10am most days. Available most weekends 9am-4pm! I work a full time job so subject to change, but I know my schedule ahead of time and can be flexible! Your dog’s safety and comfort are always my top priorities. I carefully follow all instructions you provide, including feeding routines, leash use, medications, and any specific needs your dog may have. I’m attentive on walks, avoid unsafe situations, and make sure your dog is always secure and supervised. In your home, I respect your space by keeping things clean, locked, and exactly as you left them. I aim to create a calm, safe environment where your dog feels comfortable and you feel confident they’re in good hands.

Sitter Profile Image: Blaze D.
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Blaze D.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

“Blaze did a great job taking care of our kitties while we were on vacation. It was our first time using a Rover sitter and he made everything simple and easy. Thank you!”

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Katie B.
Sitter Profile Image: Ashley H.
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Ashley H.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 23 reviews
4 repeat clients
7 years of experience
Madison, WI, 53716

“Ashley did a great job taking care of our pets and really helped us out with unexpected scheduling changes happened. She was very flexible and we knew our animals were in good hands.”

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Ariana D.
Sitter Profile Image: Jake D.
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Jake D.
from
$15
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
20 years of experience
Bluff Acres, Madison, WI, 53704

“This was the second time Jake’s watched our dog. He always keeps us up-to-date and Lilah looks so happy in every photo. I would recommend Jake to anyone looking for a dog sitter.”

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Shay Kathrine H.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$25
per visit
15 years of experience
Bay Creek, Madison, WI, 53715

About: I have taken care of large Akitas my whole life. They were very difficult to walk and struggle with other dogs so plenty of experience with more difficult walkers. I also currently live with a Jack Russell! Recent UVA Law graduate waiting for my job to start in January so available almost any time of day. Need more of a heads up for last minute walks to make sure I can be there, but other than that I am a trustworthy young adult with a lot of time on her hands! Handle everything I do with extreme care. I will make sure to treat your pet with the upmost care and concern necessary for any walk or check-in.

Sitter Profile Image: Hailey V.
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Hailey V.
from
$13
per visit
15 years of experience
Tenney-Lapham, Madison, WI, 53703

About: I’ve taken care of all kinds of dogs! Small or Big not a worry! I love being outside on a long walk but also don’t mind snuggling on the couch if needed!:) I do work a full time job but it’s quite flexible with being able to leave for them to be let out quick if needed! I’m free most days after 4pm and don’t start until 9am most days! I’m the kind of person to act like your dog is my dog! Only the best for your pets because I get it you want the best for them!:) I love to play and give scratches but I’m also willing to cuddle like I said !

Sitter Profile Image: Raven H.
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Raven H.
from
$40
per visit
4.9 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
Madison, WI, 53704

“She was sooo amazing!! Could not have asked for a better sitter and peace of mind. Updates and pics and communication was great. Will definitely be using her again if she's willing and available.”

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Tracy P.
Sitter Profile Image: Joni V.
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Joni V.
from
$14
per visit
5.0 out of 5 stars
• 5 reviews
45 years of experience
Stoughton, WI, 53589

“Joni was great with our cat! She gave through updates about him throughout. She fed our fish too which was wonderful.”

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Molly Z.
Sitter Profile Image: Kendra B.
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Kendra B.
from
$35
per visit
30 years of experience
Glendale, Madison, WI, 53716

About: I grew up with dogs, cats, and horses, and have experience in oral med administration with both cats and dogs. I have a soft spot for the big dogs (they're lap-sized if you commit!). I run half marathons so getting good exercise in will be no problem (even in Wisconsin weather!). I'm currently training for distance running, so you can expect great exercise for your pet! Whether it's a long meandering sniff-ari or an intense loop around the neighborhood, I would love to know what fits your dog best. As I'm in your home, your instructions are paramount. You know your pet better than anyone, and I am happy to keep their normal routines in place. I like getting to know each animal and their unique personality, and while I *love* giving snuggles and pets, I understand some pets prefer their space.

Sitter Profile Image: Jimmy W.
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Jimmy W.
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

“Jimmy was quick to respond when we were in a last minute pinch! We will definitely be using him again to take care of our Newfie.”

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Madysen Z.
Sitter Profile Image: Tatyana K.
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Tatyana K.
Star Sitter
from
$35
per visit
4.9 out of 5 stars
• 81 reviews
26 repeat clients
4 years of experience
Fitchburg, WI, 53713

“Thank you so much! Felix was very happy to see us when we got home (usually he’s very tense) and it was such a relief to know he was in good hands while we were gone!”

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Nick H.
Sitter Profile Image: Lilly W.
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Lilly W.
from
$13
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Fitchburg, WI, 53719

About: I love dogs! I grew up with dogs, as well as have a wide range of experience with caring for puppies, senior dogs, and dogs with disabilities. My apartment at this moment does not allow for dogs, so I really am looking for some dogs to give some tender loving care to in the meantime! I am a teacher, so I am free afternoons and evenings, as well as weekends! I am a teacher- so afternoons and evenings, as well as weekends work for me! During the summer, I have a lot more flexibility as well. I am currently offering drop-in visits, as well as dog walking! I am looking for dogs to love on, as I can not have my own in my current apartment.

Sitter Profile Image: Nicky T.
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Nicky T.
from
$20
per visit
1 repeat client
10 years of experience
Capitol, Madison, WI, 53703

About: Growing up with two dogs, and always playing with friends' and neighbors' pets, I have always loved spending time with animals! I’ve been dog and cat-sitting for the past 5+ years. I will provide as much exercise as needed, play with, feed, and bathe pets. I would love to continue meeting and taking care of new pets through Rover! I am currently a student at UW-Madison but I will work around this schedule in order to have plenty of time during the day to look after your pets! I am also available on weekends and my schedule is pretty flexible depending on your needs, and I will always make sure that your pet is my number 1 priority during the time they are in my care! I will adjust how I care for your pets based on their needs and preferences! I love to snuggle with pets, but I know some want to play, which I will also attend to. No matter what your pet is like, I will do my best to treat them in a way that will make them happy and feel loved.

Sitter Profile Image: Michelle B.
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Michelle B.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
8 years of experience
Stoughton, WI, 53589

About: What sets me apart from other sitters is that I have been around animals my whole life. Whether it be my home, family, or friend’s homes. All of my life we have had a pet in the home. But I’ve been around anywhere from dogs and cats to birds, horses and bearded dragons! Ive also been around dogs that can be aggressive and territorial and I did well being patient and getting them to trust me. I have a pretty set schedule! I work Monday-Friday 6:30am-2:30pm. I tend to have free time on the weekends and during the week after work. I’ve always loved animals and have some of my own, plus going for walks is something I do already! I prefer to care for pets in the owners home since that is where they are comfortable and have their own things. It is a priority for me to keep the animal on their usual routine and keep them happy and comfortable.

Sitter Profile Image: Edwin S.
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Edwin S.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
10 years of experience
Bram's Addition, Madison, WI, 53713

About: Laid back sitter who treats every dog like family. Whether it’s a high-energy walk and play or quiet company for an anxious pup, I adapt to each dog’s personality and routine. I love connecting with new furry friends and sending photo updates. I work as a chemical engineering technician for the Forest service and usually when I work there I'm available evenings and weekends, although I'm able to flex my schedule during the week days. When caring for pets in their own home, I follow their normal routine as closely as possible — same feeding times, walks, play, and rest.

Sitter Profile Image: Raena O.
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Raena O.
from
$17
per visit
2 years of experience
Middleton, WI, 53562

About: Although I have not been a trainer, I have raised my own puppy, as well as been around dogs my whole life! I love nothing more than dogs and the joy they bring to peoples lives, I know times can get busy, but that’s what i’m here for! I have my own puppy at home, and i love spending time with him, but i also love spending time with other dogs:) i love going on walks, and to parks around the neighborhood! I will make sure your pet is actively cared for while I am with them, I will play with, and attend to their special needs!

Sitter Profile Image: Kirsten R.
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Kirsten R.
from
$40
per visit
5.0 out of 5 stars
• 25 reviews
5 repeat clients
6 years of experience
Madison, WI, 53718

About: I have taken care of multiple different breeds of dogs! Small, medium and large! I also have experience with farm animals as well horses, cattle, goats etc. I’ve also had house with combinations of dogs, cats and horses. I’ve also had experience with epileptic dogs as well and having to give medication to pets as well. Although I do not have my own when I am house sitting I make sure to schedule my personal life around the pets I am watching. When pet sitting the pets I am watching are my number one priority. My work schedule during the week I typical work 8-9 hours a day and on the weekends I work I typically work 10-11 hours days. Even with working if the pet requires walks I will make sure they are getting the exercise they need before and after work regardless of the time. I am a very trustworthy pet sitter I have clients that are okay with friends or significant others coming over and I have others who are not, either way I fully respect that clients choice. I always make sure to clean up after myself and make sure the house is clean before leaving. When it comes to the animal I will not push the animal to do anything it does not want to do like going for a car ride, or anything else that may make the pet nervous. I do like to meet the animal and pet parents before hand just to make sure we have a good connection and trust.

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The median cost per visit for dog sitting in Cottage Grove is $20

Dog parents share their Rover experiences - Cottage Grove

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5.0 out of 5 stars

Amanda is wonderful! She is quick to respond and 100% reliable. I have used her for years - she takes wonderful care of our pets!

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Christina P.
Drop-In Visits
5.0 out of 5 stars

Paul is amazing! He leaves great updates, and shares his love and heart with our pups while we’re away. I don’t trust anyone else with my pups!

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Jessica B.
Drop-In Visits
5.0 out of 5 stars

Christine was absolutely wonderful. She took such good care of our little guy. He was comfortable and so happy. She sent daily pics and check-ins. Would book her every time. 10/10 experience, with peace of mind while we were away!

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Ashley S.
Drop-In Visits
5.0 out of 5 stars

Darcy did a great job caring for my pup! She took the time for a meet and greet to learn about my pup and he was happy and calm when I got home. She clearly loves animals and is an experienced pet caregiver. Highly recommend Darcy!

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Marci
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

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Sitters in Cottage Grove average 6
repeat dog sitting clients

FAQs for Dog Sitting - Cottage Grove

Frequently asked questions about Rover

The average cost of Dog Sitting in Cottage Grove is $20 per visit as of October 2026. Most bookings cost between $13 and $28 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,508 sitters on Rover offering Dog Sitting across Cottage Grove. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Cottage Grove choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Cottage Grove with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Cottage Grove. On Rover:

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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